Ready for Take Off? 9 Casual-Chic Outfits to Ensure Your Trip Is a Sartorial Success

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Emily Ratajkowski

It’s hot out, so why not go for something airy and bright? EmRata’s white T-shirt and boxer short combination is the perfect pairing for that short flight from Madrid to Menorca, or wherever your travels take you this summer. Just add a designer biker boot (this Miu Miu pair is at the top of our fall wish lists) that will slip-off easily in security lines and won’t take up room in your luggage.

Theory

boxer stretch cotton shorts

Rimowa

Essential Lite Cabin suitcase

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Jennifer Lawrence

We’ve been going crazy for Jennifer Lawrence’s style as of late, and even at the airport, she kills it. This denim-on-denim combo is simple to pull off and looks so much more pulled together than a sweatsuit. An of-the-moment accessory such as a bold, mesh flat adds an element of cool, while an oversized, woven tote bag makes for the ideal personal item to stuff your laptop, headphones, and other in-flight essentials.

Naghedi

St. Barths large tote bag

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Katie Holmes

White denim is a serious summer staple in our books, and Katie Holmes’s street-ready ensemble demonstrates how perfect it is for a travel day. By styling these wide-leg jeans with a soft, T-shirt in a butter yellow hue, timeless ballet flats, and a luxe weekender bag (a great investment piece that will last a lifetime), she gives us a slightly ’70s-inspired interpretation, that we imagine Jackie Kennedy Onassis would be seen sporting back in the day on her way to Capri.

CDLP

lyocell and cotton-blend t-shirt

Loeffler Randall

Landon leather bow ballerina flats

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Angelina Jolie

A trench coat is a traveler’s best friend, especially on those overnight flights that tend to run chilly. It can serve as your outer layer upon touchdown at your destination, too. If your summer travels are taking you all over the globe, Angelina Jolie’s trench-and-boot combo, complete with a roomy, raffia bag, will take you from London to Copenhagen, Berlin, and beyond. We just recommend swapping the stilettos for something flat and more manageable.

Celine Eyewear

oversized cat-eye acetate sunglasses

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Phoebe Dynevor

If you can’t live without a cozy sweatshirt, Phoebe Dynevor shows us how to make it more purposeful and less like you’ve been living out of a suitcase for a week. Attention to fit is important, so it doesn’t feel too frumpy, but the main selling point for us is the leather, Mary Jane ballerina flats, which add a more ladylike touch to the classic jeans and sweatshirt ensemble. A vintage-washed ball cap and oversized sunnies allow you to get into true incognito mode, too.

Éterne

shrunken Raglan-sleeve sweatshirt

Le Monde Beryl

leather Mary Jane ballerina flats

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Elle Fanning

Airport looks needn’t always mean T-shirts, jeans, and sweats. Elle Fanning’s bright suiting is just the thing to take you from flight to meeting or even a lunch al fresco. Its loose cut won’t be restricting, making for a comfortable, in-flight experience. Add a simple tank top underneath (you can always lose the blazer upon arrival) and optic white flats for a modern approach—and don’t forget a carry-on in a fun color. It amplifies the overall mood.

Yuni Buffa

Lola leather mary jane flats

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Kirsten Dunst

If you haven’t already heard, the ringer tee is making a comeback. The easy wardrobe essential makes for a great airport companion, when styled like Kirsten Dunst, with cropped jeans and TSA-friendly, slip-on loafers. Artfully wrap a sweater around your neck for a little extra warmth upon takeoff and remember to keep your color palette in the neutral family—white, navy, and brown are forever chic.

Loewe

anagram embroidered t-shirt

The Row

Lesley mid-rise straight jeans

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Han So-hee

Han So-hee’s airport style can best be described as downtown It girl. Keep your travel look minimal as she does with the key, wardrobe ingredients—an easy tank, perfectly worn-in jeans, and a leather jacket are all items you will rewear over and over upon reaching your destination. If platforms at the airport seem like too much for you, we propose recreating this same outfit with a fresh pair of Adidas sneakers for a more comfortable take.

Adidas

Samba MN leather sneakers

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Gigi Hadid

Gigi Hadid’s off-duty style is as enviable as her red carpet looks and this one is oh-so-easy to replicate. Play with proportions by starting with a crisp, oversized button down in optic white, adding baggy, washed jeans as your bottom, and finally, Converse high-top sneakers (we love this taupe colorway as a welcomed alternative to black or white). Top things off with a designer ball cap—the stylish way to hide messy plane hair after a long flight.

Haikure

Korea WB distressed boyfriend jeans

Converse

Chuck Taylor All Star canvas sneakers

Off-White

Arrow cotton baseball cap

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